Benzyl Bromide → HCID 20202868, compound

HRID 978437Notes

Reaction equation

HRID 978437 reaction equation
[OH:1][C:2]1[CH:12]=[CH:11][C:5]([C:6]([O:8][CH2:9][CH3:10])=[O:7])=[C:4]([N+:13]([O-:15])=[O:14])[CH:3]=1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1>CC(=O)C>[N+:13]([C:4]1[CH:3]=[C:2]([O:1][CH2:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH:12]=[CH:11][C:5]=1[C:6]([O:8][CH2:9][CH3:10])=[O:7])([O-:15])=[O:14]

Participants

5

Reactant 3

HCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 825962ethyl 4-hydroxy-2-nitrobenzoate

Product 1

HCID 20202868HCID 20202868, compoundYield 69%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a stirred and refluxed mixture of 25 parts of ethyl 4-hydroxy-2-nitrobenzoate, 11 parts of potassium carbonate and 200 parts of 2-propanone were added dropwise 21 parts of (bromomethyl)benzene. Upon completion, stirring was continued overnight at reflux temperature. After cooling, the whole was filtered and the filtrate was evaporated, yielding 25 parts (69%) of ethyl 2-nitro-4-(phenylmethoxy)benzoate as a residue (3).

Workup

  1. temperaturerefluxed
  2. stirringUpon completion, stirring
  3. temperatureat reflux temperature
  4. temperatureAfter cooling
  5. filtrationthe whole was filtered
  6. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-9daa6536a5c04e49a16003b569e7d548
Source dataset
uspto-grants-1987_05
Patent number
US04665075

Reaction notes

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